Lithium Hydroxide → 2-(4-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperazin-1-yl)acetamide

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Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, 2-(4-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperazin-1-yl) acetamide (80 mg, 0.120 mmol) was hydrolyzed with lithium hydroxide (11 mg, 0.240 mmol) in THF/methanol/water (5/2/1 mL) to yield 17 mg (27.8% yield) of desired product. 1H NMR (DMSO-d6, 400 MHz): δ 8.57-8.56 (d, 1H), 8.49-8.47 (m, 2H), 8.348-8.343 (d, 1H), 8.00-7.97 (m, 2H), 7.77-7.76 (d, 1H), 7.43-7.38 (m, 1H), 7.28 (s, 1H), 7.19-7.08 (m, 3H), 6.97-6.95 (d, 1H), 5.41 (s, 2H), 3.60-3.59 (t, 4H), 2.93 (s, 2H), 2.56-2.50 (t, 4H). MS: m/z=511.3 (M+1), HPLC: 90.86% in method A.

Provenance & Evidence